Hydrochloric Acid → 8-(4-(Trifluoromethoxy)-phenoxy)-1-octanol

HRID 439751

반응식

HRID 439751 반응식
[F:1][C:2]([F:12])([F:11])[O:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.Br[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][OH:22].C([O-])([O-])=O.[K+].[K+].Cl>CN(C)C=O>[F:1][C:2]([F:11])([F:12])[O:3][C:4]1[CH:5]=[CH:6][C:7]([O:10][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][OH:22])=[CH:8][CH:9]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 70015p-(Trifluoromethoxy)phenolHCID 1626071-Octanol, 8-bromo-

생성물 1

HCID 224079298-(4-(Trifluoromethoxy)-phenoxy)-1-octanol

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

A mixture of 5.0 g of 4-(trifluoromethoxy)phenol, 5.87 g of 8-bromo-1-octanol, and 7.76 g of K2CO3 in 56 ml of anhydrous dimethylformamide is stirred and heated at 80° C. for 16 hours. The reaction mixture is poured into dilute HCl solution and the mixture is extracted three times with ethyl acetate. The combined extracts are washed with brine and dried over MgSO4. After filtration and concentration, the crude product is purified by flash chromatography on silica gel, eluting with a 4:1 hexane/ethyl acetate mixture to give the title compound 8-(4-(trifluoromethoxy)-phenoxy)-1-octanol.

후처리

  1. extractionthe mixture is extracted three times with ethyl acetate
  2. washThe combined extracts are washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationAfter filtration and concentration
  5. customthe crude product is purified by flash chromatography on silica gel
  6. washeluting with a 4:1 hexane/ethyl acetate mixture

출처 및 근거

ORD 기록
ord-fba9e0b4c43c4132924eb337ae50aa28
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05516767

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